A lighthouse on a rocky coastline with a clear blue sky.

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Check prices for these dates

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Wainscott Woods hotels

1. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
Tina
NZ$340
includes taxes & fees
2 Nov - 3 Nov
East Hampton House Resort

2. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
NZ$443
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn

3. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
NZ$460
includes taxes & fees
19 Nov - 20 Nov
The Sagaponack

4. Journey East Hampton

Journey East Hampton
East Hampton North
United States
Erika
NZ$550
includes taxes & fees
3 Nov - 4 Nov
Journey East Hampton

5. The Maidstone

The Maidstone
East Hampton
United States
Steven
NZ$409
includes taxes & fees
1 Nov - 2 Nov
The Maidstone

6. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Samantha
NZ$599
includes taxes & fees
21 Oct - 22 Oct
A Room At The Beach

7. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Doug
NZ$265
includes taxes & fees
26 Oct - 27 Oct
The Bentley Hotel Southampton

8. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
NZ$604
includes taxes & fees
20 Oct - 21 Oct
Bridgehampton Inn

9. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
NZ$773
includes taxes & fees
19 Nov - 20 Nov
Faraway Sag Harbor

10. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
NZ$750
includes taxes & fees
26 Oct - 27 Oct
The Hedges Inn

11. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
United States
William
NZ$335
includes taxes & fees
20 Oct - 21 Oct
Southampton Long Island Hotel

12. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
NZ$974
includes taxes & fees
1 Nov - 2 Nov
The 1770 House Restaurant & Inn

13. Mill House Inn

Mill House Inn
Pantigo Road Historic District
United States
Rhett
NZ$831
includes taxes & fees
20 Oct - 21 Oct
Mill House Inn

14. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
NZ$1,182
includes taxes & fees
20 Oct - 21 Oct
Topping Rose House

15. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
NZ$792
includes taxes & fees
2 Nov - 3 Nov
The Huntting Inn

16. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
NZ$379
includes taxes & fees
17 Nov - 18 Nov
The Harbor Front Inn

17. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
NZ$292
includes taxes & fees
25 Oct - 26 Oct
Ocean Vista Resort

18. Southampton Inn

Southampton Inn
Southampton
United States
Kevin
NZ$433
includes taxes & fees
1 Nov - 2 Nov
Southampton Inn

19. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
miranda
NZ$261
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel

20. Hamlet Inn

Hamlet Inn
Southampton
United States
Eric
NZ$364
includes taxes & fees
17 Nov - 18 Nov
Hamlet Inn
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Learn more about Wainscott Woods

Check out Wolffer Estates Vineyard and Georgica Beach—just a couple of the sights around Wainscott Woods.

See all hotels in Wainscott Woods
A lighthouse on a rocky coastline with a clear blue sky.

Top Wainscott Woods Hotel Reviews

Recent Reviews in Wainscott Woods

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Great rooms beautiful ocean views"
Anne 2-night trip
Posted 9 hours ago
Montauk Blue Hotel
Sound View Greenport

Sound View Greenport

8/10 Good
"This was our third stay at Soundview. We stay there because all of the rooms face the sound and the natural view can’t be beat. The rooms are lodgy but spacious and depending on your room, there are public/private balconies."
Danielle 1-night trip
Posted 16 hours ago
Sound View Greenport
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Beautiful place to stay . Room has a full kitchen. Also included in the room glasses silverware and dishes . Easy access to the beach. Most enjoyable time ."
John 2-night trip
Posted 2 days ago
Ocean Vista Resort
Zey Hotel

Zey Hotel

10/10 Excellent
"Hotel is in a great location, central to everything. Staff was helpful and courteous. We will definitely be back!"
Joanne 1-night trip
Posted 2 days ago
Zey Hotel
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Great place in Montauk. Beautiful view and room was spacious."
fred 4-night trip
Posted 3 days ago
Beachcomber Resort at Montauk
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Lots of parking, rooms were clean and smelt nice"
miranda 1-night trip
Posted 3 days ago
The Atlantic Hotel
Shorewood Inn

Shorewood Inn

10/10 Excellent
"Clean, affordable, helpful staff, good parking. We will stay again when we are in the area."
Kathleen 1-night trip
Posted 5 days ago
Shorewood Inn

More cheap accommodation in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
NZ$226
22 Oct - 23 Oct
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
NZ$261
28 Oct - 29 Oct
includes taxes & fees
7.2/10 Good! (1,004 reviews)
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
NZ$265
26 Oct - 27 Oct
includes taxes & fees
The Bentley Hotel Southampton
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
NZ$269
28 Oct - 29 Oct
includes taxes & fees
Ocean Surf Resort
Sun N Sound

Sun N Sound

22 Soundview Drive Montauk NY
NZ$291
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (335 reviews)
Sun N Sound
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
NZ$427
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (808 reviews)
The Hampton Maid

Frequently asked questions

What is the best area to stay in Wainscott Woods?
The best area to stay in Wainscott Woods is in the immediate vicinity of the main village centre, particularly along Wainscott Main Street and its adjoining roads.This area is the heart of Wainscott Woods, offering a convenient balance of local amenities and access to the region's natural beauty. It's characterised by its charming, well-maintained homes and a few select local businesses, including a renowned bakery and a couple of independent shops. The layout is relatively spread out, with properties often featuring spacious gardens, providing a sense of privacy and tranquility.Couples looking for a peaceful escape will find this area particularly appealing. The proximity to Wainscott Pond and the nearby ocean beaches means easy access to scenic walks and quiet moments by the water. There are also high-end dining options within a short drive, superb for an evening out.For families, staying near the village centre offers the convenience of being close to essential services while still enjoying a relaxed, residential atmosphere. The open spaces and access to nature provide plenty of opportunities for children to explore.
When is the best time to go to Wainscott Woods?
The best time to visit Wainscott Woods is during the late spring, summer, or early autumn months, from May through to October.The summer, particularly July and August, is when Wainscott Woods truly comes alive. The weather is consistently warm and sunny, great for enjoying the beaches and outdoor activities. This is peak season, so while it's the busiest, it's also when all facilities and attractions are fully operational, offering the widest range of experiences. Expect lovely warm days and pleasant evenings.For those who prefer a slightly quieter experience but still want good weather, June and September are excellent choices. In June, the weather is reliably warm, and the area is less crowded than in the peak summer months. September offers similarly pleasant temperatures, often with the added benefit of slightly cooler evenings and fewer people, making it ideal for relaxing beach days and exploring the local area at a more leisurely pace.Late spring (May) and early autumn (October) also offer a pleasant experience. While the weather can be a little cooler and some establishments might have reduced hours, you'll find great value and a very peaceful environment.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Wainscott Woods.
How can I save on a hotel booking in Wainscott Woods with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Wainscott Woods hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Wainscott Woods?
Prices for hotels in Wainscott Woods often vary, but you can find a great deal from NZ$207 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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